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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881379Generated: November 1, 2026

Acetic Anhydride → Ethyl acetate hexane

https://huagongshe.com/reaction/1881379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant4-Cyclopentene-1,3-diol, 1-methyl-, (1S,3R)-HCID 12151874—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductEthyl acetate hexaneHCID 2122620658.77%

Reaction Steps

To a solution of 9 (100 mg, 0.877 mmol) in dry THF (10 ml) at room temperature was added acetic anhydride (89 mg, 0.877 mmol), and catalytic amount of DMAP. The reaction was allowed to stir for 3 h and then concentrated. The residue was taken in ethyl acetate (40 ml) and was treated twice with saturated sodium bicarbonate solution (20 ml), followed by brine (10 ml). The organic layer was dried over sodium sulfate and the resulting product 13 was purified by column chromatography using ethyl acetate/hexane (1:2) (80.25 mg, yield=58.77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318804B2
Source datasetuspto-grants-2012_11
ORD IDord-e3c23bef7b314636885bf2f97edd8f80
Source noteuspto-grants-2012_11